Ossining Holidays from AU$3,227
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Ossining Holiday
With one of our holiday packages to Ossining, you'll find countless opportunities for fun and relaxation. There's tons to experience, including its rich history and spectacular views. Make your trip to Ossining even more fun by going sightseeing. Van Cortlandt Manor, Sleepy Hollow Cemetery and Tarrytown Music Hall are among the popular attractions worth exploring. Don't delay your visit to this city any longer. Your ultimate Ossining holiday is only a few clicks away with Expedia.
The Latest Ossining Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
Price was AU$5,366, price is now AU$3,227 per person
AU$3,227
per person
11 May - 17 May
found 22 hours ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
The room size was excellent and very clean. The breakfast each day was great and well organised. Perfect location as Times Square is just around the corner. Would definitely stay here again.
Reviewed on 25 Feb 2026
1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was AU$9,781, price is now AU$5,525 per person
AU$5,525
per person
11 May - 17 May
found 22 hours ago
Return flight included
Melbourne (MEL) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Very amazing place, everything is picture worthy.
Reviewed on 21 Feb 2026
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was AU$5,505, price is now AU$3,285 per person
AU$3,285
per person
11 May - 17 May
found 22 hours ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Room was great. Buffet breakfast was amazing with so many options. Love the fact that a bar and coffee shop are downstairs next to the lobby.
Reviewed on 24 Feb 2026
1 Hotel Central Park
Manhattan
Save 100% on your flight
Price was AU$8,052, price is now AU$4,904 per person
AU$4,904
per person
11 May - 17 May
found 22 hours ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Service at the hotel was fantastic!!! Beds are comfy, and bathrooms are very very nice!
Reviewed on 21 Feb 2026
The Fifth Avenue Hotel
Manhattan
Save 100% on your flight
Price was AU$9,968, price is now AU$6,385 per person
AU$6,385
per person
11 May - 17 May
found 22 hours ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
EVERYTHIING WAS 👌. 6 stars! Thank you Karla and the wonderful team.
Reviewed on 21 Feb 2026
Ossining Holiday
Ossining Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | LaGuardia Airport (LGA) |
Population | 25,400 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Bear Mountain State Park, Franklin D. Roosevelt State Park and Paramount Hudson Valley Theatre |
Our pick of the best Ossining Hotel Deals
Windrose On Hudson
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is AU$271 per night from 1 Mar to 2 Mar
AU$271
1 Mar - 2 Mar
includes taxes & fees
8.4/10 Very Good! (115 reviews)
Room was clean and hotel has wonderful amenities and nice people! Nelson and Marco were amazing! Will stay again
Reviewed on 24 Feb 2026
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is AU$217 per night from 4 Mar to 5 Mar
AU$217
4 Mar - 5 Mar
includes taxes & fees
8.2/10 Very Good! (1,573 reviews)
Very noisy this time. I normally enjoy it there. Teens and young kids all down the hallway running and making noise all night until early morning. This made my stay very uncomfortable.
Reviewed on 24 Feb 2026
DoubleTree by Hilton Hotel Nanuet
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 22 Mar to 23 Mar
AU$173
22 Mar - 23 Mar
includes taxes & fees
9/10 Wonderful! (1,079 reviews)
We ordered from Expedia 2 nights, with breakfast
Reviewed on 24 Feb 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Ossining
Sing Sing Correctional Facility
After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
